skills would be Pickpocketing, Alchemy, Sneak, Enchanting, Speech, Lockpicking, he would avoid all combat and would travel from city to city pickpocketing all the goods and selling the stolen goods to venders he has on his side, because he joinded the theives guild early on. His main way of harming people would be putting pickpocking poison onto them. It would proubly get boring kinda quick but it would be fun for awhile and atleast keep me interested until more DLC
